Enantiomeric separation of racemic 1-benzyl-N-methyltetrahydroisoquinolines on chiral columns and chiral purity determinations of the O-methylated metabolites in plant cell cultures by HPLC-CD on-line coupling in combination with HPLC-MS

被引：9

作者：

Iwasa, Kinuko ^{[1
]}

Doi, Yasuhiro ^{[1
]}

Takahashi, Teturo ^{[1
]}

Cui, Wenhua ^{[1
]}

Nishiyama, Yumi ^{[1
]}

Tode, Chisato ^{[1
]}

Moriyasu, Masataka ^{[1
]}

Takeda, Kazuyoshi ^{[2
]}

Minami, Hiromichi ^{[3
]}

Ikezawa, Nobuhiro ^{[4
]}

Sato, Fumihiko ^{[4
]}

机构：

[1] Kobe Pharmaceut Univ, Higashinada Ku, Kobe, Hyogo 6588558, Japan

[2] Yokohama Coll Pharm, Yokohama, Kanagawa 2450066, Japan

[3] Ishikawa Prefectural Univ, Res Inst Bioresources & Biotechnol, Nonoichi, Ishikawa 9218836, Japan

[4] Kyoto Univ, Div Integrated Life Sci, Grad Sch Biostudies, Sakyo Ku, Kyoto 6068502, Japan

来源：

PHYTOCHEMISTRY | 2009年 / 70卷 / 02期

关键词：

Corydalis platycarpa; Fumariaceae; Macleaya cordata; Papaveraceae; Nandina domestica; Berberidaceae; O-Methylation; Cell cultures; Optical purity; Chiral LC-MS; Chiral LC-CD; 1-Benzyl-N-methyltetrahydroisoquinolines; PURIFICATION; ENZYME; LC/NMR; LC/MS; LC/CD; NMR;

D O I：

10.1016/j.phytochem.2008.12.001

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Effective enantiomeric separations of 1-benzyl-N-methyltetrahydroisoquinolines were achieved using commercially available Chiralcel OD-H and OJ-H columns. Online LC-CD analysis allowed for the establishment of a correlation between the absolute configuration of the separated enantiomers and their characteristic CD transitions. LC-MS combined with LC-CD analysis permitted chiral purity determinations of O-methylated metabolites of nine phenolic 1-benzyl-N-methyltetrahydroisoquinolines in cell cultures of Corydalis, Macleaya, and Nandina species. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：198 / 206

页数：9